Cheap Apartments for Rent in the Downtown Middletown Neighborhood of Middletown, CT from $800 (36 Rentals)
Cheap Apartments in the Downtown Middletown area of Middletown.

696 Main St

Wharfside Commons

Woodrow Wilson Apartments

20 Erin St

10 Jefferson Ave, Unit 10 Jefferson Avenue

Ridgefield Apartments

10 Longworth Ave

Highview Apartments
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

130 Highland Ave, Unit 1

346 S Main St
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

200 Main St
Downtown Middletown, Middletown, CT Local Guide

How much does it cost to rent an apartment in Downtown Middletown?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Downtown Middletown Studio Apartments | $1,649 | $940 | $1,950 |
Downtown Middletown 1 Bedroom Apartments | $2,130 | $1,209 | $3,647 |
Downtown Middletown 2 Bedroom Apartments | $2,531 | $1,250 | $4,748 |
Downtown Middletown 3 Bedroom Apartments | $2,737 | $1,635 | $4,725 |
Downtown Middletown 4 Bedroom Apartments | $2,149 | $2,149 | $2,149 |
Browse Apartments in this Neighborhood
There are currently 36 rentals with your search options within a 2 mile radius of the Downtown Middletown Neighborhood of Middletown, CT.
See all Apartments in MiddletownExplore Middletown
Cheapest Available Downtown Middletown Apartments for Rent
 The cheapest available apartment rental in the Downtown Middletown area of Middletown, CT is a Studio unit found at Burgundy Apartments priced from $940. Highview Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,375. Here are the most affordable Downtown Middletown apartments for rent in Middletown, CT:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Burgundy Apartments | Studio | Studio,1BA | $940 |
Highview Apartments | One Bedroom | 1BR,1BA | $1,375 |
Woodrow Wilson Apartments | studio | Studio,1BA | $1,400 |
Hunter's Crossing | One Bedroom Standard | 1BR,1BA | $1,400 |
65 Hillside Ave | 1BR/1.0BA | 1BR,1BA | $1,450 |
584 Main St | 584 Main Street | Studio,1BA | $1,450 |
Birchwood Apartments | 1BD Remodel | 1BR,1BA | $1,500 |
The Wilcox | 1B/1B Loft | 1BR,1BA | $1,500 |
80 Hillside Ave | Newly renovated One Bedroom One Bathroom Apartm... | 1BR,1BA | $1,500 |
Best Value Apartments for Rent in Downtown Middletown, CT
As of May 07, 2025 the best value apartment in the Downtown Middletown area is the $2.16 price per square foot B4 Model at Windshire Terrace Apartments in the in the Cromwell Middletown neighborhood starting from $2,263. The second greatest value Downtown Middletown apartment is the 63 Ridge Rd Model at 63 Ridge Rd, Unit 63 Ridge Road apt 2 starting at $1,900 with a $2.11 price per square foot in the East Hampton Portland neighborhood. Here is today’s list of the best values for Downtown Middletown apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
Windshire Terrace Apartments | B4 | 2BR,2BA | $2.16 |
63 Ridge Rd, Unit 63 Ridge Road apt 2 | 63 Ridge Rd | 2BR,1BA | $2.11 |
The Wilcox | 1B/1B Loft | 1BR,1BA | $1.78 |
Northwoods West | B1W | 2BR,1BA | $2.26 |
Highview Apartments | One Bedroom | 1BR,1BA | $1.72 |
130 Highland Ave, Unit 1 | 130 Highland Ave | 2BR,1BA | $1.75 |
Hunter's Crossing | One Bedroom w/ Washer & Dryer | 1BR,1BA | $2.07 |
Woodrow Wilson Apartments | studio | Studio ,1BA | $2.15 |
Birchwood Apartments | 1BD Remodel | 1BR,1BA | $2.31 |
Burgundy Apartments | Studio | Studio ,1BA | $1.88 |
Getting Around the Downtown Middletown Neighborhood in Middletown, CT
Walk Score®
72 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
40 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Downtown Middletown Apartments
What is a cheap apartment in Downtown Middletown?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Downtown Middletown is under $1,500.
What is the price of a cheap apartment in Downtown Middletown?
The cheapest apartment in Downtown Middletown is Highview Apartments which is listed at $1,375, while the average apartment in Downtown Middletown costs $2,670.
What types of apartments are the cheapest in Downtown Middletown?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 2 regular apartments in Downtown Middletown that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Downtown Middletown?
Cheap apartments in Downtown Middletown have an average cost of $116 which is $2,554 cheaper than the average rent for all rentals in Downtown Middletown.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.